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44 Highpoint Dr

Gulf Breeze, FL 32561

3 beds
4 baths
3,876 sqft
~1/2 acre lot
$761 per sqft
1998 build
– on site

Experience the best of coastal lifestyle in this beautifully designed, nearly 4,000 sq ft single-level stucco home, with three large bedrooms plus a stunning office with a view! This property is located in a highly coveted Gulf Breeze area in a vibrant, golf cart-friendly neighborhood with activities and amenities just steps away. Enjoy direct access to Woodland Lake Bayou, part of the Bluewater Kayak Trail, ideal for paddleboarding and kayaking. The property features unobstructed bayou views, a grandfathered 75-ft dock with a 170 sq ft platform, 35-ft walkway, 625 sq ft covered double boat lifts, and a kayak lift. Wildlife sightings of bald eagles, dolphins, and ospreys make this a nature lover’s paradise. Recreation abounds with pickleball, tennis, and basketball courts, plus Woodland Park just down the street. At 20 ft elevation, no flood insurance is required, and the sea wall is in great condition along the 75ft of waterfront. The home boasts professional landscaping, mature oaks and magnolias, extensive paver walkways, a courtyard with fountain, and an 18-ft aluminum screened pool enclosure (re-screened 2025). The outdoor kitchen features a Blaze grill, burner, and newly painted Naturekast cabinets. Interior highlights include 4-panel sliding glass doors, two gas fireplaces, epoxied 2-car garage with golf cart space, garage attic stair access, Maytag W/D (2021), Toto Washlet, whole-house Generac generator, HomeKit-enabled controls, central alarm system, two new water heaters (2024/2025), and Wi-Fi irrigation system with well. Recent updates include roof and exterior paint (2020), city sewer conversion has been paid, and hurricane shutters/panels are included. The active Woodland Bayou POA maintains access and bayou health and is voluntary. This home is a MUST SEE!

Listing courtesy of PAR / Levin Rinke Realty

Last checked: Checking… • Last updated Mar 28, 2025 •

MLS# 660945 —

This home is listed in more than one place. See it here.

The Building

Year Built:

1998
New Construction:

false
Construction Materials:

Frame
Architectural Style:

Traditional
Levels:

One
Stories:

1
Roof:

Shingle
Foundation Details:

Slab
Exterior Features:

Irrigation Well
Door Features:

Storm Door(s)
Window Features:

Storm Window(s)
Patio And Porch Features:

Lanai
Security Features:

Security System
Green Energy Efficient:

Insulated Walls
Building Area Total:

3876
Building Area Units:

Square Feet

Interior

Interior Features:

Baseboards
Flooring:

Hardwood
Living Room Level:

First
Kitchen Level:

First
Kitchen Features:

Updated, Kitchen Island
Dining Room Level:

First
Dining Room Features:

Breakfast Bar, Eat-in Kitchen, Living/Dining Combo
Family Room Level:

First
Fireplace:

true
Fireplace Features:

Two or More
Laundry Features:

Inside

Room Dimensions

Living Area Units:

Square Feet
Living Area:

3876
Living Room Area:

208
Living Room Length:

16
Living Room Width:

13
Kitchen Area:

266
Kitchen Length:

14
Kitchen Width:

19
Dining Room Area:

425
Dining Room Length:

25
Dining Room Width:

17
Family Room Area:

264
Family Room Length:

12
Family Room Width:

22
Bedroom Area:

228
Bedroom Length:

19
Bedroom Width:

12
Bedroom 1 Area:

168
Bedroom 1 Length:

14
Bedroom 1 Width:

12
Bedroom 2 Area:

135
Bedroom 2 Length:

9
Bedroom 2 Width:

15
Master Bedroom Area:

352
Master Bedroom Length:

22
Master Bedroom Width:

16
Master Bathroom Area:

154
Master Bathroom Length:

11
Master Bathroom Width:

14

Location

Directions:

From downtown Pensacola take E Chase St to Bayfront Pkwy, Take US-98 E to Fairpoint Dr in Gulf Breeze, Continue on Fairpoint Dr. Drive to Highpoint Dr, Home is on the right
Latitude:

30.365978
Longitude:

-87.182819

The Property

Parcel Number:

063S290540001000570
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Resale
View:

Bayou
View:

true
Lot Features:

Central Access
Lot Size Acres:

0.528
Lot Size Area:

0.528
Lot Size SqFt:

22999.68
Lot Size Units:

Acres
Zoning Description:

Res Single
Horse:

false
Waterfront:

true
Waterfront Features:

Bayou
Other Structures:

Boat House
Fencing:

Back Yard
Road Surface Type:

Paved
Road Responsibility:

Public Maintained Road
Property Attached:

false

Listing Agent

Contact info:

Taxes

Tax Legal Description:

*DESCRIPTION UPDATED FOR 2021* CASABLANCA 1ST ADD TO PARCEL #1 LOT 57 BLK 1 BEING A PORT OF SECTION 6 TOWNSHIP 3 SOUTH RANGE 29 WEST AS DES IN OR 3640 PG 851 & IN OR 4024 PG 723

Beds

Bedrooms Total:

3
Bedroom Level:

First
Bedroom 1 Level:

First
Bedroom 2 Level:

First
Master Bedroom Level:

First
Master Bedroom Features:

Ceiling Fan(s), Sitting Room/Office

Baths

Total Baths:

4
Total Baths:

4
Full Baths:

4
Bathroom Features:

Not Updated
Master Bathroom Level:

First
Master Bathroom Features:

Double Vanity, Dress Area, Jetted Tub, Separate Shower, Tile, Walk-In Closet(s)

The Listing

Virtual Tour URL Unbranded:

https://my.matterport.com/show/?m=ybE3GAS6hw9&brand=0&mls=1&

Heating & Cooling

Heating:

Natural Gas
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Electric:

Circuit Breakers
Sewer:

Public Sewer
Water Source:

Public

Appliances

Appliances:

Electric Water Heater

Schools

Elementary School:

Gulf Breeze
Middle Or Junior School:

Gulf Breeze
High School:

Gulf Breeze

The Community

Subdivision Name:

Casablanca
Spa:

true
Spa Features:

Bath
Pool Features:

In Ground
Association:

true
Association Fee:

100
Association Fee Includes:

Association
Association Fee Frequency:

Annually

Parking

Garage:

true
Garage Spaces:

2
Carport:

false
Covered Spaces:

2
Parking Total:

2
Parking Features:

2 Car Garage

Monthly cost estimate

Asking price

$2,950,000

Expense	Monthly cost
Mortgage	$15,796
Taxes	N/A
Insurance	$811
HOA fees	$8
Utilities	$243 See report
Total	$16,858/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
3/27/25 Mar 27, 2025	Listed / Active	PAR	$2,950,000	210.5% (27.3% / YR)
7/10/17 Jul 10, 2017		PAR	$950,000

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This house located in Gulf Breeze 32561 is currently for sale for $2,950,000. 44 Highpoint Dr is a 3,876 square foot house with 3 beds and 4 baths that has been on Estately for 6 days.

Listing Courtesy of: PAR and Levin Rinke Realty.

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